That's a perfectly decent system, Vahious - should have no problems with pSX on that, except I have little love for Windbloats... have you got memory card creation cracked, then?
Since I always create sets of cards for each game, I usually make a folder for each game - makes them easier to find. But since, unlike the Playstation ones, they're free, why not?
If you use
Ultima's pSX Frontend, you can preset, amongst a wealth of other settings, what memory cards you want to load, so having a lot of them is no problem.